Basic information
- Standard SMILES
C1CC2CCC1C2- InChIKey
UMRZSTCPUPJPOJ-UHFFFAOYSA-N- Molecular formula
- C7H12
- Average molar mass
- 96.17 g/mol
- Monoisotopic mass
- 96.09390038
Overview
Norbornane is a cyclic hydrocarbon consisting of cyclohexane with a methylene bridge linking positions 1 and 4. It is a cyclic hydrocarbon and a bridged compound.
Names & identifiers
- Preferred name
- Bicyclo(2.2.1)heptane
- IUPAC
- bicyclo[2.2.1]heptane
- English name
- Norbornane
- Molecular formula
- C7H12
- Molecular weight
- 96.17
Names & synonyms
Show more names
Database identifiers
- CAS
279-23-2- PubChem CID
- 9233
- DTXSID
DTXSID4075376- ChEBI
CHEBI:71546- UNII
- PAF9G8MY72
- EC Number
- 205-996-2
- Nikkaji
- J1.513J、J952.912H
Properties
Computed structural properties
- XLogP
- 3
- Topological polar surface area
- 0 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 0
- Rotatable bonds
- 0
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 58.1
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 85 · 85-88 °C (lit.)
- Boiling point
- 106 °C · 106 °C
- Density
- 0.914 · 0.914±0.06 g/cm3 (20 ºC 760 Torr)
- refractive index
- 1.477 · 1.4770 (estimate)
- Flash point
- -0.2 · -0.2±11.7℃
- storage temp.
- 2 · 2-8°C
- solubility
- soluble in Acetone
- form
- powder to crystal
- color
- White to Almost white
- Specific Heat Capacity
- 1.57 J/ · Cp(crystal): 1.57 J/(g·K), at 25℃
- InChI
- 1S/C7H12/c1-2-7-4-3-6(1)5-7/h6-7H,1-5H2/t6-,7+
- InChIKey
- UMRZSTCPUPJPOJ-KNVOCYPGSA-N
- SMILES
- C1C[C@@H]2CC[C@H]1C2
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 9 G8MY72 · PAF9G8MY72
- EPA Substance Registry System
- 2.2 · Bicyclo[2.2.1]heptane (279-23-2)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 261 · P261-P280-P301+P312-P302+P352-P305+P351+P338
- PPE
- 95 · Eyeshields, Gloves, type N95 (US)
- WGK Germany
- 3 · 3
- RTECS
- 6945000 · RB6945000
- HS Code
- 2902.19 · 2902.19.0050
- Storage Class
- 11 · 11 - Combustible Solids
- Toxicity
- 50 · mouse,LD50,intravenous,56mg/kg (56mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04038,
Safety & regulation
Hazard information
Toxicology
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- rtecs
- RB6945000
- hs_code
- 2902.19.0050
- Toxicity
- mouse,LD50,intravenous,56mg/kg (56mg/kg),U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#04038,
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P261-P280-P301+P312-P302+P352-P305+P351+P338
Chemistry & industry
Applications
DescriptionNorbornane (also known as bicyclo[2.2.1]heptane or norcamphane) is an organic compound and a saturated hydrocarbon with chemical formula C7H12. It is a crystalline compound with a melting point of 88 °C. The carbon skeleton is derived from cyclohexane ring with a methylene bridge in the 1,4- position, and is a bridged bicyclic compound. The compound is a prototype of a class of strained bicyclic hydrocarbons.
Preparation methods
PreparationNorbornane is obtained by adding ethylene to cyclopentadiene under heat and pressure and then hydrogenating.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers46 total
Additional notes
DefinitionChEBI: Norbornane is a cyclic hydrocarbon consisting of cyclohexane with a methylene bridge linking positions 1 and 4. It is a bridged compound and a cyclic hydrocarbon.
Related reactions
Linked notes
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